Photo by Patricia Knorr

Find hotels in Chester, MD from AED 264

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Check prices for these dates

Tonight
31 Jan - 1 Feb
Tomorrow
1 Feb - 2 Feb
This weekend
31 Jan - 2 Feb
Next weekend
7 Feb - 9 Feb

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Compare 1,189 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Econo Lodge Easton Route 50
Exterior

Econo Lodge Easton Route 50

2.5 star property
6.6 out of 10, (363)
"This wasn't the Hilton, but was nice for the price."
The price is AED 234
AED 258 total
includes taxes & fees
16 Feb - 17 Feb
Econo Lodge Easton Route 50
Hampton Inn Easton
Exterior

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (484)
"The staff was extremely freindly "
The price is AED 432
AED 475 total
includes taxes & fees
22 Feb - 23 Feb
Hampton Inn Easton
Quality Inn
Pool

Quality Inn

2.5 star property
7.6 out of 10, Good, (696)
"great decorations for the fall season"
The price is AED 250
AED 275 total
includes taxes & fees
6 Feb - 7 Feb
Quality Inn
Best Western Plus Easton Inn & Suites
Exterior

Best Western Plus Easton Inn & Suites

2.5 star property
9.4 out of 10, Exceptional, (1003)
"I historically had good stays at Best Westerns. For this stay, the staff at the desk were friendly, professional and helpful. The room was clean, and the hotel offered complimentary coffee and breakfast. The location was good and had free parking. Overall I had a good experience."
The price is AED 400
AED 440 total
includes taxes & fees
2 Feb - 3 Feb
Best Western Plus Easton Inn & Suites
Holiday Inn Express Easton, an IHG Hotel
Exterior

Holiday Inn Express Easton, an IHG Hotel

3.0 star property
9.0 out of 10, Wonderful, (551)
"Very simple hotel but squeaky clean rooms and friendly staff."
The price is AED 316
AED 347 total
includes taxes & fees
5 Feb - 6 Feb
Holiday Inn Express Easton, an IHG Hotel
Days Inn by Wyndham Easton
Exterior

Days Inn by Wyndham Easton

2.5 star property
5.6 out of 10, (827)
"Very good "
The price is AED 187
AED 206 total
includes taxes & fees
2 Feb - 3 Feb
Days Inn by Wyndham Easton
Fairfield Inn & Suites by Marriott Easton
Exterior

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (322)
"Liked the shower. Also thought the staff was very helpful."
The price is AED 386
AED 424 total
includes taxes & fees
4 Feb - 5 Feb
Fairfield Inn & Suites by Marriott Easton
Hummingbird Inn
Front of property

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (74)
"The owner and staff are exceedingly gracious, we felt quite welcome. Our room is warmly decorated and comfortable from the bed to the linens to the rain shower and tiled bath. We want to come back next year for New Year’s Eve. The other guests mirror the owner and staff in that they are very friendly. Thank you Eric and Mary!!! Sincerely, James & Chrisy "
The price is AED 1,050
AED 1,155 total
includes taxes & fees
5 Feb - 6 Feb
Hummingbird Inn
The Tidewater Inn
Front of property

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (773)
"Great staff Really the best."
The price is AED 694
AED 764 total
includes taxes & fees
2 Feb - 3 Feb
The Tidewater Inn
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (57)
"delightful and charming! great views and peaceful! We really enjoyed our stay!"
The price is AED 1,418
AED 1,560 total
includes taxes & fees
16 Feb - 17 Feb
The Oaks Waterfront
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Enjoyed the stay. It was close to town and a lot of great attractions "
The price is AED 298
AED 327 total
includes taxes & fees
19 Feb - 20 Feb
St Michaels Inn
The Wildset
Front of property

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (295)
"The fireplace in the room was a huge plus. As was the delicious free breakfast in the morning!"
The price is AED 731
AED 885 total
includes taxes & fees
10 Feb - 11 Feb
The Wildset
Inn at Perry Cabin
Outdoor dining

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (331)
"The property is beautiful and, the atmosphere is relaxing. I loved the fresh floral Christmas decorations."
The price is AED 1,155
AED 1,398 total
includes taxes & fees
2 Mar - 3 Mar
Inn at Perry Cabin
Parsonage Inn
Balcony

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (125)
"Great stay. We will be returning"
The price is AED 661
AED 727 total
includes taxes & fees
3 Feb - 4 Feb
Parsonage Inn
George Brooks House B&B
Exterior

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice property, cozy and clean rooms, excellent service."
The price is AED 588
AED 646 total
includes taxes & fees
27 Feb - 28 Feb
George Brooks House B&B
Quality Inn
Exterior

Quality Inn

2.5 star property
7.8 out of 10, Good, (729)
"Very clean rooms and polite staff."
The price is AED 325
AED 360 total
includes taxes & fees
2 Feb - 3 Feb
Quality Inn
Hilton Garden Inn Kent Island Marina
Exterior

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (866)
"Very clean, comfortable room and courtesy staff. "
The price is AED 403
AED 447 total
includes taxes & fees
5 Feb - 6 Feb
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Exterior

Holiday Inn Express Annapolis - Kent Island, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (804)
"Quiet area. Walking trails near the property"
The price is AED 382
AED 424 total
includes taxes & fees
7 Feb - 8 Feb
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Best Western Kent Narrows Inn
Exterior

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1003)
"Easy check in, clean room "
The price is AED 330
AED 366 total
includes taxes & fees
19 Feb - 20 Feb
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Pool

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (481)
"Clean hotel. Would have liked it if there was a restaurant. Breakfast was good."
The price is AED 466
AED 518 total
includes taxes & fees
2 Mar - 3 Mar
Hyatt Place Kent Narrows & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's the best place to stay in Chester?

Located 11.3 mi (18.2 km) from the heart of Chester, Hilton Garden Inn Annapolis Downtown is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Graduate by Hilton Annapolis and Historic Inns of Annapolis. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental in Chester?

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub: Visitors like this Chester vacation home rental. It is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a spa tub so you can immerse yourself in your vacation. See all vacation rentals in Chester.

If I need to cancel my hotel reservation in Chester, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

To find more details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

What are some accommodations with pools in Chester?

SpringHill Suites by Marriott Annapolis: Offers a snack bar/deli, an indoor pool, and daily. The Westin Annapolis and Hyatt Place Kent Narrows & Marina are a couple of other choices with an onsite pool. View all hotels with pools in Chester.

What is staying in Chester like?

Visitors can enjoy all that Chester has to offer including the waterfront, seafood restaurants, and golf courses. In Chester, there are 10 hotels and other accommodations to choose from. Find out more about Chester.

What is there to see in Chester?

Places to visit in the wider area include Matapeake State Park, Chesapeake Bay Environmental Center, and Love Point State Park. You'll also find Eastern Neck National Wildlife Refuge and Sandy Point Beach in the area. Check out what more to see and do in Expedia's Chester guide.

What's the weather like in Chester?

The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Chester is 56 inches.